Hydroxyamine hydrochloride → Methyl 5-(3-bromophenyl)isoxazole-3-carboxylate

HRID 1375654ノート

反応式

HRID 1375654 の反応式
[CH3:1][O:2][C:3](=[O:16])[C:4](=O)[CH2:5][C:6](=[O:14])[C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([Br:13])[CH:8]=1.Cl.[NH2:18]O>CO>[CH3:1][O:2][C:3]([C:4]1[CH:5]=[C:6]([C:7]2[CH:12]=[CH:11][CH:10]=[C:9]([Br:13])[CH:8]=2)[O:14][N:18]=1)=[O:16]

参加物

4

反応物 2

HCID 443297Hydroxyamine hydrochlorideHCID 17024761Methyl 4-(3-bromophenyl)-2,4-dioxobutanoate

生成物 1

HCID 53393795Methyl 5-(3-bromophenyl)isoxazole-3-carboxylate収率 87.4%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a suspension of 2,4-dioxo-4-(3-bromophenyl)-butyric acid methyl ester (10.3 g, 36.1 mmol) in anhydrous MeOH (100 mL) was added hydroxylamine hydrochloride (3.8 g, 54.2 mmol). The mixture was then refluxed for 90 min. The reaction mixture was then cooled to room temperature, and ice/water mixture (200 mL) was added. The mixture was stirred for 20 minutes, filtered through a Buchner funnel and washed with cold water. The light yellow solid was dried in vacuum oven to provide the title compound (8.9 g, 87% yield).

後処理

  1. temperatureThe mixture was then refluxed for 90 min
  2. filtrationfiltered through a Buchner funnel
  3. washwashed with cold water
  4. customThe light yellow solid was dried in vacuum oven

出典と根拠

ORDレコード
ord-d459cf83cfac40b18a64af6c1b0c1e6c
出典データセット
uspto-grants-2007_01
特許番号
US07169797B2

反応ノート

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